Asymmetric Total Synthesis of Lancifodilactone G Acetate

Dong-Dong Liu; Tian-Wen Sun; Kuang-Yu Wang; Yong Lu; Su-Lei Zhang; Yuan-He Li; Yan-Long Jiang; Jia-Hua Chen; Zhen Yang

doi:10.1021/jacs.7b02561

Asymmetric Total Synthesis of Lancifodilactone G Acetate

J Am Chem Soc. 2017 Apr 26;139(16):5732-5735. doi: 10.1021/jacs.7b02561. Epub 2017 Apr 14.

Authors

Dong-Dong Liu¹, Tian-Wen Sun¹, Kuang-Yu Wang¹, Yong Lu¹, Su-Lei Zhang¹, Yuan-He Li¹, Yan-Long Jiang¹, Jia-Hua Chen¹, Zhen Yang^{1

2}

Affiliations

¹ Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education and Beijing National Laboratory for Molecular Science (BNLMS), College of Chemistry and Molecular Engineering, and Peking-Tsinghua Center for Life Sciences, Peking University , Beijing 100871, China.
² Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School , Shenzhen 518055, China.

PMID: 28391693
DOI: 10.1021/jacs.7b02561

Abstract

Asymmetric total synthesis of structurally intriguing and highly oxygenated lancifodilactone G acetate (7) has been achieved for the first time in 28 steps from a cheap commodity chemical, 2-(triisopropylsiloxy)-1,3-butadiene.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Acetates / chemical synthesis*
Acetates / chemistry
Crystallography, X-Ray
Models, Molecular
Molecular Conformation
Triterpenes / chemical synthesis*
Triterpenes / chemistry

Substances

Acetates
Triterpenes
lancifodilactone G